data_GAV # _chem_comp.id GAV _chem_comp.name "GUANOSINE-5'-RP-ALPHA-THIO-TRIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H16 N5 O13 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-05-15 _chem_comp.pdbx_modified_date 2012-02-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 539.246 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GAV _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal GAV O6 O6 O 0 1 N N N 73.444 37.379 47.914 -7.197 -3.334 1.366 O6 GAV 1 GAV C6 C6 C 0 1 N N N 73.479 37.881 46.801 -6.907 -2.435 0.596 C6 GAV 2 GAV C5 C5 C 0 1 Y N N 72.344 38.494 46.251 -5.644 -1.801 0.665 C5 GAV 3 GAV C4 C4 C 0 1 Y N N 72.452 39.043 44.977 -5.360 -0.774 -0.243 C4 GAV 4 GAV N3 N3 N 0 1 N N N 73.637 38.973 44.296 -6.279 -0.416 -1.147 N3 GAV 5 GAV C2 C2 C 0 1 N N N 74.752 38.373 44.847 -7.448 -1.013 -1.201 C2 GAV 6 GAV N2 N2 N 0 1 N N N 75.889 38.325 44.154 -8.359 -0.611 -2.146 N2 GAV 7 GAV N1 N1 N 0 1 N N N 74.672 37.810 46.106 -7.782 -2.022 -0.348 N1 GAV 8 GAV N7 N7 N 0 1 Y N N 71.067 38.711 46.679 -4.553 -1.954 1.454 N7 GAV 9 GAV C8 C8 C 0 1 Y N N 70.374 39.376 45.710 -3.638 -1.102 1.094 C8 GAV 10 GAV N9 N9 N 0 1 Y N N 71.227 39.601 44.650 -4.092 -0.350 0.048 N9 GAV 11 GAV "C1'" "C1'" C 0 1 N N R 70.973 40.235 43.327 -3.355 0.714 -0.637 "C1'" GAV 12 GAV "C2'" "C2'" C 0 1 N N R 69.610 39.884 42.738 -3.716 2.099 -0.041 "C2'" GAV 13 GAV "O2'" "O2'" O 0 1 N N N 69.613 38.574 42.221 -4.882 2.636 -0.668 "O2'" GAV 14 GAV "C3'" "C3'" C 0 1 N N S 69.422 40.955 41.671 -2.463 2.939 -0.390 "C3'" GAV 15 GAV "O3'" "O3'" O 0 1 N N N 69.572 40.463 40.357 -2.690 3.706 -1.574 "O3'" GAV 16 GAV "O4'" "O4'" O 0 1 N N N 71.047 41.641 43.248 -1.939 0.597 -0.384 "O4'" GAV 17 GAV "C4'" "C4'" C 0 1 N N R 70.516 41.981 41.973 -1.360 1.890 -0.629 "C4'" GAV 18 GAV "C5'" "C5'" C 0 1 N N N 70.032 43.425 41.989 -0.196 2.130 0.334 "C5'" GAV 19 GAV "O5'" "O5'" O 0 1 N N N 69.150 43.740 40.921 0.870 1.229 0.027 "O5'" GAV 20 GAV PA PA P 0 1 N N R 68.200 45.047 41.084 2.257 1.202 0.843 PA GAV 21 GAV S1A S1A S 0 1 N N N 66.952 44.646 42.189 1.890 0.601 2.843 S1A GAV 22 GAV O2A O2A O 0 1 N N N 67.671 45.564 39.760 2.860 2.553 0.837 O2A GAV 23 GAV O3A O3A O 0 1 N N N 69.125 46.118 41.876 3.269 0.160 0.147 O3A GAV 24 GAV PB PB P 0 1 N N N 69.884 47.397 41.261 4.773 -0.319 0.463 PB GAV 25 GAV O1B O1B O 0 1 N N N 70.537 47.062 39.938 4.751 -1.413 1.644 O1B GAV 26 GAV O2B O2B O 0 1 N N N 70.911 47.809 42.285 5.584 0.845 0.884 O2B GAV 27 GAV O3B O3B O 0 1 N N N 68.731 48.529 41.138 5.418 -0.971 -0.861 O3B GAV 28 GAV PG PG P 0 1 N N N 68.908 50.107 41.462 6.919 -1.348 -1.304 PG GAV 29 GAV O1G O1G O 0 1 N N N 69.921 50.694 40.500 7.719 -0.004 -1.687 O1G GAV 30 GAV O3G O3G O 0 1 N N N 69.374 50.422 42.849 7.607 -2.031 -0.186 O3G GAV 31 GAV O2G O2G O 0 1 N N N 67.550 50.751 41.365 6.871 -2.326 -2.583 O2G GAV 32 GAV H1 H1 H 0 1 N N N 75.467 37.357 46.510 -8.652 -2.444 -0.416 H1 GAV 33 GAV H2N1 H2N1 H 0 0 N N N 75.933 38.723 43.238 -8.135 0.103 -2.762 H2N1 GAV 34 GAV H2N2 H2N2 H 0 0 N N N 76.698 37.891 44.550 -9.226 -1.043 -2.198 H2N2 GAV 35 GAV H8 H8 H 0 1 N N N 69.337 39.674 45.764 -2.666 -1.003 1.553 H8 GAV 36 GAV "H1'" "H1'" H 0 1 N N N 71.721 39.824 42.633 -3.559 0.693 -1.708 "H1'" GAV 37 GAV "H2'" "H2'" H 0 1 N N N 68.838 40.001 43.512 -3.853 2.033 1.039 "H2'" GAV 38 GAV HA HA H 0 1 N N N 68.758 38.374 41.859 -5.147 3.502 -0.329 HA GAV 39 GAV "H3'" "H3'" H 0 1 N N N 68.438 41.428 41.802 -2.198 3.592 0.442 "H3'" GAV 40 GAV HB HB H 0 1 N N N 69.445 41.171 39.737 -3.414 4.342 -1.497 HB GAV 41 GAV "H4'" "H4'" H 0 1 N N N 71.300 41.886 41.207 -1.010 1.949 -1.660 "H4'" GAV 42 GAV "H5'1" "H5'1" H 0 0 N N N 69.507 43.605 42.939 0.156 3.157 0.230 "H5'1" GAV 43 GAV "H5'2" "H5'2" H 0 0 N N N 70.908 44.086 41.923 -0.530 1.963 1.357 "H5'2" GAV 44 GAV H1A H1A H 0 1 N N N 65.884 44.928 41.504 1.352 -0.623 2.697 H1A GAV 45 GAV H1B H1B H 0 1 N N N 71.477 47.178 40.010 4.237 -2.205 1.436 H1B GAV 46 GAV H1G H1G H 0 1 N N N 70.612 51.123 40.990 7.323 0.496 -2.414 H1G GAV 47 GAV H2G H2G H 0 1 N N N 67.343 51.180 42.187 7.742 -2.594 -2.905 H2G GAV 48 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal GAV O6 C6 DOUB N N 1 GAV C6 C5 SING N N 2 GAV C5 C4 DOUB Y N 3 GAV C4 N3 SING N N 4 GAV N3 C2 DOUB N N 5 GAV C2 N2 SING N N 6 GAV C6 N1 SING N N 7 GAV C2 N1 SING N N 8 GAV C5 N7 SING Y N 9 GAV N7 C8 DOUB Y N 10 GAV C4 N9 SING Y N 11 GAV C8 N9 SING Y N 12 GAV N9 "C1'" SING N N 13 GAV "C1'" "C2'" SING N N 14 GAV "C2'" "O2'" SING N N 15 GAV "C2'" "C3'" SING N N 16 GAV "C3'" "O3'" SING N N 17 GAV "C1'" "O4'" SING N N 18 GAV "C3'" "C4'" SING N N 19 GAV "O4'" "C4'" SING N N 20 GAV "C4'" "C5'" SING N N 21 GAV "C5'" "O5'" SING N N 22 GAV "O5'" PA SING N N 23 GAV PA S1A SING N N 24 GAV PA O2A DOUB N N 25 GAV PA O3A SING N N 26 GAV O3A PB SING N N 27 GAV PB O1B SING N N 28 GAV PB O2B DOUB N N 29 GAV PB O3B SING N N 30 GAV O3B PG SING N N 31 GAV PG O1G SING N N 32 GAV PG O3G DOUB N N 33 GAV PG O2G SING N N 34 GAV N1 H1 SING N N 35 GAV N2 H2N1 SING N N 36 GAV N2 H2N2 SING N N 37 GAV C8 H8 SING N N 38 GAV "C1'" "H1'" SING N N 39 GAV "C2'" "H2'" SING N N 40 GAV "O2'" HA SING N N 41 GAV "C3'" "H3'" SING N N 42 GAV "O3'" HB SING N N 43 GAV "C4'" "H4'" SING N N 44 GAV "C5'" "H5'1" SING N N 45 GAV "C5'" "H5'2" SING N N 46 GAV S1A H1A SING N N 47 GAV O1B H1B SING N N 48 GAV O1G H1G SING N N 49 GAV O2G H2G SING N N 50 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor GAV SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OP(=O)(S)OCC3OC(n2cnc1c2N=C(N)NC1=O)C(O)C3O" GAV InChI InChI 1.03 "InChI=1S/C10H16N5O13P3S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-31(24,32)28-30(22,23)27-29(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,32)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-,31-/m1/s1" GAV InChIKey InChI 1.03 YRUWXBKVSXSSGS-KIOICMOXSA-N GAV SMILES_CANONICAL CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@](S)(=O)O[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O" GAV SMILES CACTVS 3.370 "NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](S)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O" GAV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O[P@@](=O)(O)OP(=O)(O)O)S)O)O)N=C(NC2=O)N" GAV SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(OP(=O)(O)OP(=O)(O)O)S)O)O)N=C(NC2=O)N" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier GAV "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}(sulfanyl)phosphoryl]guanosine" GAV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-sulfanyl-phosphoryl] phosphono hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GAV "Create component" 2007-05-15 RCSB GAV "Modify aromatic_flag" 2011-06-04 RCSB GAV "Modify descriptor" 2011-06-04 RCSB GAV "Modify internal type" 2012-02-17 RCSB #